CA2623355C - Resolution de derives d'acide alpha-(phenoxy) phenylacetique avec des naphtyl-alkylamines - Google Patents

Resolution de derives d'acide alpha-(phenoxy) phenylacetique avec des naphtyl-alkylamines Download PDF

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Publication number
CA2623355C
CA2623355C CA2623355A CA2623355A CA2623355C CA 2623355 C CA2623355 C CA 2623355C CA 2623355 A CA2623355 A CA 2623355A CA 2623355 A CA2623355 A CA 2623355A CA 2623355 C CA2623355 C CA 2623355C
Authority
CA
Canada
Prior art keywords
enantiomer
compound
formula
phenylacetic acid
mixture
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Expired - Fee Related
Application number
CA2623355A
Other languages
English (en)
Other versions
CA2623355A1 (fr
Inventor
Peng Cheng
Jingyuan Ma
Xin Chen
Yan Zhu
Zuchun Zhao
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Diatex Inc
CymaBay Therapeutics Inc
Original Assignee
CymaBay Therapeutics Inc
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by CymaBay Therapeutics Inc filed Critical CymaBay Therapeutics Inc
Publication of CA2623355A1 publication Critical patent/CA2623355A1/fr
Application granted granted Critical
Publication of CA2623355C publication Critical patent/CA2623355C/fr
Expired - Fee Related legal-status Critical Current
Anticipated expiration legal-status Critical

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Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C233/00—Carboxylic acid amides
    • C07C233/01—Carboxylic acid amides having carbon atoms of carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms
    • C07C233/16—Carboxylic acid amides having carbon atoms of carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms having the nitrogen atom of at least one of the carboxamide groups bound to a carbon atom of a hydrocarbon radical substituted by singly-bound oxygen atoms
    • C07C233/17—Carboxylic acid amides having carbon atoms of carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms having the nitrogen atom of at least one of the carboxamide groups bound to a carbon atom of a hydrocarbon radical substituted by singly-bound oxygen atoms with the substituted hydrocarbon radical bound to the nitrogen atom of the carboxamide group by an acyclic carbon atom
    • C07C233/18—Carboxylic acid amides having carbon atoms of carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms having the nitrogen atom of at least one of the carboxamide groups bound to a carbon atom of a hydrocarbon radical substituted by singly-bound oxygen atoms with the substituted hydrocarbon radical bound to the nitrogen atom of the carboxamide group by an acyclic carbon atom having the carbon atom of the carboxamide group bound to a hydrogen atom or to a carbon atom of an acyclic saturated carbon skeleton
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07B—GENERAL METHODS OF ORGANIC CHEMISTRY; APPARATUS THEREFOR
    • C07B57/00—Separation of optically-active compounds
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C231/00—Preparation of carboxylic acid amides
    • C07C231/14—Preparation of carboxylic acid amides by formation of carboxamide groups together with reactions not involving the carboxamide groups
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C51/00—Preparation of carboxylic acids or their salts, halides or anhydrides
    • C07C51/42—Separation; Purification; Stabilisation; Use of additives
    • C07C51/487—Separation; Purification; Stabilisation; Use of additives by treatment giving rise to chemical modification

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
CA2623355A 2005-09-23 2006-09-21 Resolution de derives d'acide alpha-(phenoxy) phenylacetique avec des naphtyl-alkylamines Expired - Fee Related CA2623355C (fr)

Applications Claiming Priority (5)

Application Number Priority Date Filing Date Title
US72011405P 2005-09-23 2005-09-23
US60/720,114 2005-09-23
US11/525,201 US7432394B2 (en) 2005-09-23 2006-09-20 Resolution of α-(phenoxy) phenylacetic acid derivatives with naphthyl-alkylamines
US11/525,201 2006-09-20
PCT/US2006/036993 WO2007038277A2 (fr) 2005-09-23 2006-09-21 Resolution de derives d'acide alpha-(phenoxy) phenylacetique avec des naphtyl-alkylamines

Publications (2)

Publication Number Publication Date
CA2623355A1 CA2623355A1 (fr) 2007-04-05
CA2623355C true CA2623355C (fr) 2015-05-05

Family

ID=37895010

Family Applications (1)

Application Number Title Priority Date Filing Date
CA2623355A Expired - Fee Related CA2623355C (fr) 2005-09-23 2006-09-21 Resolution de derives d'acide alpha-(phenoxy) phenylacetique avec des naphtyl-alkylamines

Country Status (6)

Country Link
US (2) US7432394B2 (fr)
EP (1) EP1937620A4 (fr)
JP (1) JP2009509958A (fr)
CN (1) CN101495427B (fr)
CA (1) CA2623355C (fr)
WO (1) WO2007038277A2 (fr)

Families Citing this family (9)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2013173677A (ja) * 2010-06-15 2013-09-05 Kaneka Corp （１ｒ，２ｓ）−１−アミノ−２−ビニルシクロプロパンカルボン酸エステルの製造法
US9060987B2 (en) 2011-11-04 2015-06-23 Cymabay Therapeutics, Inc. Methods for treating gout flares
US9023856B2 (en) 2011-11-04 2015-05-05 Cymabay Therapeutics, Inc. Methods for treating hyperuricemia in patients with gout using halofenate or halogenic acid and a second urate-lowering agent
US8912356B2 (en) 2013-01-18 2014-12-16 Cymabay Therapeutics, Inc. DCC mediated coupling for halofenate manufacture
EP2945926A4 (fr) * 2013-01-18 2016-09-14 Cymabay Therapeutics Inc Couplage médié par dcc pour la fabrication d'halofénate
CN105152913A (zh) * 2015-08-31 2015-12-16 彭静 S-4-氟扁桃酸的制备方法
CN105085248A (zh) * 2015-09-02 2015-11-25 彭静 拆分制备s-4-甲氧基扁桃酸的方法
WO2021236394A1 (fr) 2020-05-18 2021-11-25 Cymabay Therapeutics, Inc. Sel de trométhamine cb-0406
US20210355066A1 (en) 2020-05-18 2021-11-18 Cymabay Therapeutics, Inc. CB-0406 choline salt

Family Cites Families (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3517050A (en) * 1966-10-03 1970-06-23 Merck & Co Inc Ester and amide derivative of (3-trifluoromethylphenoxy) (4 - halophenyl)acetic acid
US5602272A (en) * 1994-06-21 1997-02-11 Bristol-Myers Squibb Company Reduction and resolution methods for the preparation of compounds useful as intemediates for preparing taxanes
US6262118B1 (en) * 1999-06-04 2001-07-17 Metabolex, Inc. Use of (-) (3-trihalomethylphenoxy) (4-halophenyl) acetic acid derivatives for treatment of insulin resistance, type 2 diabetes and hyperlipidemia
US6624194B1 (en) * 1999-06-04 2003-09-23 Metabolex, Inc. Use of (−) (3-trihalomethylphenoxy) (4-halophenyl) acetic acid derivatives for treatment of insulin resistance, type 2 diabetes, hyperlipidemia and hyperuricemia
US7576131B2 (en) * 1999-06-04 2009-08-18 Metabolex, Inc. Use of (-) (3-trihalomethylphenoxy) (4-halophenyl) acetic acid derivatives for treatment of insulin resistance, type 2 diabetes, hyperlipidemia and hyperuricemia
US7199259B2 (en) * 2003-06-20 2007-04-03 Metabolex, Inc. Resolution of α-(phenoxy)phenylacetic acid derivatives

Also Published As

Publication number Publication date
WO2007038277A2 (fr) 2007-04-05
EP1937620A4 (fr) 2009-09-30
CN101495427B (zh) 2013-04-03
CA2623355A1 (fr) 2007-04-05
WO2007038277A3 (fr) 2009-04-23
CN101495427A (zh) 2009-07-29
US7432394B2 (en) 2008-10-07
US20070073082A1 (en) 2007-03-29
US20090093650A1 (en) 2009-04-09
EP1937620A2 (fr) 2008-07-02
JP2009509958A (ja) 2009-03-12

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Effective date: 20200921